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  • $6,997
    good price
    $821 below market
    • 230,811 miles
    • No accidents, 2 owners, personal use only
    • 7 Seats, 12 City / 18 Hwy MPG
    • Superior Wholesalers (121 mi away)
    • AWD/4WD
    • Back-up camera
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Fredericksburg, VA / 121 miles away from Chesapeake, VA

    BLUE 2008 CADILLAC ESCALADE ESV 4x4! CALL 5**-8**-3*** (five four zero - eight nine eight - three zero two five) Super clean service history at the Ca...

    AutoCheck Vehicle History Summary

    Accident Free Vehicle: Yes

    Personal Use Only: Yes

    History Provider: AutoCheck

    Title Details: Clean Title

    Salvage Vehicle: No

    Frame Damage: No

    Theft History: No

    Lemon Status: No

    Free History Report: No

    Features and Specs:

    14 Combined MPG (12 City/18 Highway)

    Listing Information:

    VIN: 1GYFK66878R243178
    Stock: 243178
    Certified Pre-Owned: No
    Listed since: 04-15-2025

  • $87,500
    fair price
    $1,932 below market
    • 1,754 miles
    • No accidents, 1 owner, personal use only
    • 7 Seats, 14 City / 19 Hwy MPG
    • Jim Coleman Cadillac (161 mi away)
    • AWD/4WD
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Bethesda, MD / 161 miles away from Chesapeake, VA

    2024 CADILLAC ESCALADE ESV PREMIUM LUXURY 4WD, ONLY 1,754 MILES. CLEAN CARFAX AND CARFAX ONE OWNER. BLACK RAVEN WITH JET BLACK INTERIOR, 4WD, CADILLAC...

    AutoCheck Vehicle History Summary

    Accident Free Vehicle: Yes

    Personal Use Only: Yes

    History Provider: AutoCheck

    Title Details: Clean Title

    Salvage Vehicle: No

    Frame Damage: No

    Theft History: No

    Lemon Status: No

    Free History Report: No

    Features and Specs:

    16 Combined MPG (14 City/19 Highway)

    Listing Information:

    VIN: 1GYS4KKL1RR141260
    Stock: P5641
    Certified Pre-Owned: No
    Listed since: 08-23-2025

  • Price Drop
    • 31,731 miles
    • No accidents, 1 owner, personal use only
    • 7 Seats, 14 City / 18 Hwy MPG
    • Flow Cadillac of Wilmington (199 mi away)
    • AWD/4WD
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Wilmington, NC / 199 miles away from Chesapeake, VA

    *CADILLAC CERTIFIED* *ONE OWNER CLEAN CARFAX and LOADED WITH ALL THE OPTIONS* *ORIGINAL MSRP $124,010* 2024 Cadillac Escalade ESV Sport Platinum AWD v...

    AutoCheck Vehicle History Summary

    Accident Free Vehicle: Yes

    Personal Use Only: Yes

    History Provider: AutoCheck

    Title Details: Clean Title

    Salvage Vehicle: No

    Frame Damage: No

    Theft History: No

    Lemon Status: No

    Free History Report: No

    Features and Specs:

    16 Combined MPG (14 City/18 Highway)

    Listing Information:

    VIN: 1GYS4RKL0RR112521
    Stock: 32SA353
    Certified Pre-Owned: Yes
    Listed since: 07-29-2025

  • $10,298
    fair price
    $628 above market
    • 116,635 miles
    • 1 accident, 3 owners, personal use only
    • 7 Seats, 12 City / 18 Hwy MPG
    • Winchester Motor Company (194 mi away)
    • AWD/4WD
    • Leather Seats
    • Third-row seating
    • Upgraded Headlights
    • Power Driver Seat
    Close

    Located in Winchester, VA / 194 miles away from Chesapeake, VA

    ALL EPIC MOTOR CARS COME WITH FRESH VA STATE SAFETY INSPECTION !!! 3 MONTH NATIONWIDE WARRANTY IS INCLUDED !!! WE FINANCE !!! CALL US FOR TEST DRIVE A...

    AutoCheck Vehicle History Summary

    Accident Free Vehicle: No

    Personal Use Only: Yes

    History Provider: AutoCheck

    Title Details: Clean Title

    Salvage Vehicle: No

    Frame Damage: No

    Theft History: No

    Lemon Status: No

    Free History Report: No

    Features and Specs:

    14 Combined MPG (12 City/18 Highway)

    Listing Information:

    VIN: 1GYFK66808R194308
    Stock: 194308
    Certified Pre-Owned: No

    • 6,221 miles
    • No accidents, 1 owner, personal use only
    • 7 Seats, 14 City / 19 Hwy MPG
    • CarMax (In-stock online)
    • Transfer available from FL to VA*
    • AWD/4WD
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Orlando, FL / 646 miles away from Chesapeake, VA

    CarMax values transparency and wants you to love your next car, not settle on it. Certain vehicles may have unrepaired safety recalls. Check nhtsa.gov...

    AutoCheck Vehicle History Summary

    Accident Free Vehicle: Yes

    Personal Use Only: Yes

    History Provider: AutoCheck

    Title Details: Clean Title

    Salvage Vehicle: No

    Frame Damage: No

    Theft History: No

    Lemon Status: No

    Free History Report: Yes

    Features and Specs:

    16 Combined MPG (14 City/19 Highway)

    Listing Information:

    VIN: 1GYS4KKL4RR364960
    Stock: 26723097
    Certified Pre-Owned: No

  • Price Drop
    • 2,082 miles
    • No accidents, 1 owner, personal use only
    • 7 Seats, 14 City / 18 Hwy MPG
    • Driveway (In-stock online)
    • Home delivery*
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    • Keyless Entry/Start
    Close

    Located in Ridgeland, MS / 844 miles away from Chesapeake, VA

    CarFax No Accidents Reported,CarFax 1-Owner,Low Mileage,3rd Row Seat,Apple CarPlay,Back-Up Camera,Blind Spot Monitor,Bluetooth,Brake Assist,Hands-Free...

    AutoCheck Vehicle History Summary

    Accident Free Vehicle: Yes

    Personal Use Only: Yes

    History Provider: AutoCheck

    Title Details: Clean Title

    Salvage Vehicle: No

    Frame Damage: No

    Theft History: No

    Lemon Status: No

    Free History Report: No

    Features and Specs:

    16 Combined MPG (14 City/18 Highway)

    Listing Information:

    VIN: 1GYS3KKL4RR206976
    Stock: RR206976A
    Certified Pre-Owned: No

  • New Listing
    • 27,503 miles
    • No accidents, 1 owner, personal use only
    • 7 Seats, 14 City / 19 Hwy MPG
    • Alexandria Toyota (147 mi away)
    • AWD/4WD
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Alexandria, VA / 147 miles away from Chesapeake, VA

    *****ESV PREMIUM EDITION*****PANORAMIC MOONROOF*****

    AutoCheck Vehicle History Summary

    Accident Free Vehicle: Yes

    Personal Use Only: Yes

    History Provider: AutoCheck

    Title Details: Clean Title

    Salvage Vehicle: No

    Frame Damage: No

    Theft History: No

    Lemon Status: No

    Free History Report: No

    Features and Specs:

    16 Combined MPG (14 City/19 Highway)

    Listing Information:

    VIN: 1GYS4KKL6RR200481
    Stock: FFF0790A
    Certified Pre-Owned: No
    Listed since: 07-17-2025

    • 133,147 miles
    • No accidents, 3 owners, personal use
    • 7 Seats, 12 City / 18 Hwy MPG
    • Car Castle (87 mi away)
    • AWD/4WD
    • Leather Seats
    • Third-row seating
    • Upgraded Headlights
    • Power Driver Seat
    Close

    Located in Richmond, VA / 87 miles away from Chesapeake, VA

    Beautiful Cadillac Escalade ESV Luxury AWD with LOW Miles (ONLY 133k)! Carefully Loved & Maintained in the RVA. Beautiful Outside & In, this is a very...

    AutoCheck Vehicle History Summary

    Accident Free Vehicle: Yes

    Personal Use Only: Yes

    History Provider: AutoCheck

    Title Details: Clean Title

    Salvage Vehicle: No

    Frame Damage: No

    Theft History: No

    Lemon Status: No

    Free History Report: No

    Features and Specs:

    14 Combined MPG (12 City/18 Highway)

    Listing Information:

    VIN: 1GYFK66878R190580
    Stock: PT0580
    Certified Pre-Owned: No
    Listed since: 08-02-2025

    • 111,377 miles
    • No accidents, 2 owners, corporate fleet vehicle
    • 7 Seats, 12 City / 18 Hwy MPG
    • Autodealz Elkton (173 mi away)
    • AWD/4WD
    • Back-up camera
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Shenandoah, VA / 173 miles away from Chesapeake, VA

    AutoCheck Vehicle History Summary

    Accident Free Vehicle: Yes

    Personal Use Only: No

    History Provider: AutoCheck

    Title Details: Clean Title

    Salvage Vehicle: No

    Frame Damage: No

    Theft History: No

    Lemon Status: No

    Free History Report: No

    Features and Specs:

    14 Combined MPG (12 City/18 Highway)

    Listing Information:

    VIN: 1GYFK66848R146276
    Stock: 4432Z
    Certified Pre-Owned: No
    Listed since: 09-04-2025

  • Stock photo**
    • 32,790 miles
    • No accidents, 1 owner, personal use
    • 7 Seats, 14 City / 18 Hwy MPG
    • Radley Cadillac (122 mi away)
    • AWD/4WD
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Fredericksburg, VA / 122 miles away from Chesapeake, VA

    AutoCheck Vehicle History Summary

    Accident Free Vehicle: Yes

    Personal Use Only: Yes

    History Provider: AutoCheck

    Title Details: Clean Title

    Salvage Vehicle: No

    Frame Damage: No

    Theft History: No

    Lemon Status: No

    Free History Report: No

    Features and Specs:

    16 Combined MPG (14 City/18 Highway)

    Listing Information:

    VIN: 1GYS4NKL0RR252786
    Stock: CAP5197
    Certified Pre-Owned: No
    Listed since: 09-02-2025

    • 170,207 miles
    • 1 accident, 5 owners, personal use only
    • 7 Seats, 12 City / 18 Hwy MPG
    • Autodealz Elkton (173 mi away)
    • AWD/4WD
    • Back-up camera
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Shenandoah, VA / 173 miles away from Chesapeake, VA

    AutoCheck Vehicle History Summary

    Accident Free Vehicle: No

    Personal Use Only: Yes

    History Provider: AutoCheck

    Title Details: Clean Title

    Salvage Vehicle: No

    Frame Damage: No

    Theft History: No

    Lemon Status: No

    Free History Report: No

    Features and Specs:

    14 Combined MPG (12 City/18 Highway)

    Listing Information:

    VIN: 1GYFK66808R149403
    Stock: 4226B
    Certified Pre-Owned: No
    Listed since: 08-13-2025

    • 9,971 miles
    • No accidents, 1 owner, personal use
    • 7 Seats, 14 City / 18 Hwy MPG
    • Thompson Buick GMC (148 mi away)
    • AWD/4WD
    • Bluetooth
    • Leather Seats
    • Sunroof/Moonroof
    • Keyless Entry/Start
    Close

    Located in Raleigh, NC / 148 miles away from Chesapeake, VA

    Scores 18 Highway MPG and 14 City MPG! This Cadillac Escalade ESV boasts a Gas V8 6.2L/375 engine powering this Automatic transmission. WHEELS, 22" (5...

    AutoCheck Vehicle History Summary

    Accident Free Vehicle: Yes

    Personal Use Only: Yes

    History Provider: AutoCheck

    Title Details: Clean Title

    Salvage Vehicle: No

    Frame Damage: No

    Theft History: No

    Lemon Status: No

    Free History Report: No

    Features and Specs:

    16 Combined MPG (14 City/18 Highway)

    Listing Information:

    VIN: 1GYS9PRL8SR149415
    Stock: L266884A
    Certified Pre-Owned: No
    Listed since: 08-20-2025

    • 655 miles
    • No accidents, personal use only
    • 7 Seats, 14 City / 18 Hwy MPG
    • Miller Brothers Cadillac (174 mi away)
    • AWD/4WD
    • Bluetooth
    • Leather Seats
    • Sunroof/Moonroof
    • Keyless Entry/Start
    Close

    Located in Ellicott City, MD / 174 miles away from Chesapeake, VA

    AutoCheck Vehicle History Summary

    Accident Free Vehicle: Yes

    Personal Use Only: Yes

    History Provider: AutoCheck

    Title Details: Clean Title

    Salvage Vehicle: No

    Frame Damage: No

    Theft History: No

    Lemon Status: No

    Free History Report: No

    Features and Specs:

    16 Combined MPG (14 City/18 Highway)

    Listing Information:

    VIN: 1GYS9PRL3SR355368
    Stock: R355368P
    Certified Pre-Owned: No
    Listed since: 09-16-2025

  • Price Drop
    • 133 miles
    • No accidents, 1 owner, personal use only
    • 7 Seats, 14 City / 18 Hwy MPG
    • Krietz Auto (191 mi away)
    • AWD/4WD
    • Bluetooth
    • Leather Seats
    • Sunroof/Moonroof
    • Keyless Entry/Start
    Close

    Located in Frederick, MD / 191 miles away from Chesapeake, VA

    AutoCheck Vehicle History Summary

    Accident Free Vehicle: Yes

    Personal Use Only: Yes

    History Provider: AutoCheck

    Title Details: Clean Title

    Salvage Vehicle: No

    Frame Damage: No

    Theft History: No

    Lemon Status: No

    Free History Report: No

    Features and Specs:

    16 Combined MPG (14 City/18 Highway)

    Listing Information:

    VIN: 1GYS9RRL1SR269987
    Stock: 269987
    Certified Pre-Owned: No
    Listed since: 05-10-2025

  • Price Drop
    • 681 miles
    • No accidents, personal use only
    • 7 Seats, 14 City / 18 Hwy MPG
    • Krietz Auto (191 mi away)
    • AWD/4WD
    • Bluetooth
    • Leather Seats
    • Sunroof/Moonroof
    • Keyless Entry/Start
    Close

    Located in Frederick, MD / 191 miles away from Chesapeake, VA

    AutoCheck Vehicle History Summary

    Accident Free Vehicle: Yes

    Personal Use Only: Yes

    History Provider: AutoCheck

    Title Details: Clean Title

    Salvage Vehicle: No

    Frame Damage: No

    Theft History: No

    Lemon Status: No

    Free History Report: No

    Features and Specs:

    16 Combined MPG (14 City/18 Highway)

    Listing Information:

    VIN: 1GYS9RRL1SR258679
    Stock: 258679
    Certified Pre-Owned: No
    Listed since: 08-10-2025

    • 281 miles
    • No accidents, 1 owner, personal use only
    • 7 Seats, 14 City / 18 Hwy MPG
    • Krietz Auto (191 mi away)
    • AWD/4WD
    • Bluetooth
    • Leather Seats
    • Sunroof/Moonroof
    • Keyless Entry/Start
    Close

    Located in Frederick, MD / 191 miles away from Chesapeake, VA

    AutoCheck Vehicle History Summary

    Accident Free Vehicle: Yes

    Personal Use Only: Yes

    History Provider: AutoCheck

    Title Details: Clean Title

    Salvage Vehicle: No

    Frame Damage: No

    Theft History: No

    Lemon Status: No

    Free History Report: No

    Features and Specs:

    16 Combined MPG (14 City/18 Highway)

    Listing Information:

    VIN: 1GYS9PRL5SR138453
    Stock: 138453
    Certified Pre-Owned: No
    Listed since: 08-06-2025

  • New Listing
    Stock photo**
    • 4,863 miles
    • No accidents, personal use only
    • 7 Seats, 14 City / 18 Hwy MPG
    • Jim Coleman Toyota (161 mi away)
    • AWD/4WD
    • Bluetooth
    • Leather Seats
    • Sunroof/Moonroof
    • Keyless Entry/Start
    Close

    Located in Bethesda, MD / 161 miles away from Chesapeake, VA

    Clean CARFAX. 4WD.2025 Cadillac Escalade ESV 4WDAt Jim Coleman Cadillac we offer new and used cars in Bethesda. Silver Spring, Rockville, Gaithersburg...

    AutoCheck Vehicle History Summary

    Accident Free Vehicle: Yes

    Personal Use Only: Yes

    History Provider: AutoCheck

    Title Details: Clean Title

    Salvage Vehicle: No

    Frame Damage: No

    Theft History: No

    Lemon Status: No

    Free History Report: No

    Features and Specs:

    16 Combined MPG (14 City/18 Highway)

    Listing Information:

    VIN: 1GYS9RRL7SR270819
    Stock: 26693A
    Certified Pre-Owned: No
    Listed since: 09-20-2025

  • New Listing
    • 547 miles
    • 7 Seats, 14 City / 18 Hwy MPG
    • Krietz Auto (191 mi away)
    • AWD/4WD
    • Bluetooth
    • Leather Seats
    • Sunroof/Moonroof
    • Keyless Entry/Start
    Close

    Located in Frederick, MD / 191 miles away from Chesapeake, VA

    AutoCheck Vehicle History Summary Unavailable.

    Features and Specs:

    16 Combined MPG (14 City/18 Highway)

    Listing Information:

    VIN: 1GYS9NRL0SR236536
    Stock: 236536
    Certified Pre-Owned: No
    Listed since: 09-21-2025

    • Not provided
    • No accidents, personal use only
    • 7 Seats, 11 City / 17 Hwy MPG
    • Thompson Buick GMC (148 mi away)
    • AWD/4WD
    • Bluetooth
    • Leather Seats
    • Sunroof/Moonroof
    • Keyless Entry/Start
    Close

    Located in Raleigh, NC / 148 miles away from Chesapeake, VA

    NA

    AutoCheck Vehicle History Summary

    Accident Free Vehicle: Yes

    Personal Use Only: Yes

    History Provider: AutoCheck

    Title Details: Title information not provided

    Salvage Vehicle: No

    Frame Damage: No

    Theft History: No

    Lemon Status: No

    Free History Report: No

    Features and Specs:

    13 Combined MPG (11 City/17 Highway)

    Listing Information:

    VIN: 1GYS9SR95SR300315
    Stock: U00315
    Certified Pre-Owned: No
    Listed since: 08-10-2025

    • 221,396 miles
    • 1 accident, 3 owners, personal use
    • 7 Seats, 12 City / 16 Hwy MPG
    • Lap Of Luxury Motors (136 mi away)
    • AWD/4WD
    • Navigation
    • Leather Seats
    • Third-row seating
    • Upgraded Headlights
    Close

    Located in Goldsboro, NC / 136 miles away from Chesapeake, VA

    AutoCheck Vehicle History Summary

    Accident Free Vehicle: No

    Personal Use Only: Yes

    History Provider: AutoCheck

    Title Details: Clean Title

    Salvage Vehicle: No

    Frame Damage: No

    Theft History: No

    Lemon Status: No

    Free History Report: No

    Features and Specs:

    13 Combined MPG (12 City/16 Highway)

    Listing Information:

    VIN: 3GYFK66N56G187972
    Stock: 187972
    Certified Pre-Owned: No
    Listed since: 02-01-2025

Showing 253 - 272 out of 272 listings

Consumer Reviews for the Cadillac Escalade ESV

Read recent reviews for the Cadillac Escalade ESV
Overall Consumer Rating
2.8 out of 5 stars22 Reviews
Write a vehicle reviewSee all 22 reviews
  • 5 star
    (32%)
  • 4 star
    (5%)
  • 3 star
    (18%)
  • 2 star
    (5%)
  • 1 star
    (41%)
1 out of 5 stars

Stay Away, Transmission complete garbage

bbtx1987, 10/18/2019
2016 Cadillac Escalade ESV Luxury 4dr SUV 4WD (6.2L 8cyl 8A)
We bought our 2016 Escalade ESV new 3.5 years ago and have been PLAGUED with issues. Drove it off the lot and brought it back within 3 weeks complaining of rough transmission shifting at low speeds, steering wheel vibrations and a whining noise at high speeds. Car always 'within spec' so nothing the dealer could do. If we would of just returned the dang thing. Since then, we've had the … car in over 12 times complaining about the transmission alone. I've also had to have the rear HVAC controls replaced twice for controls not responding and rear seat warmers turning on by themselves, drivers seat replaced for failing controls, steering week column replaced, rear lift gate motor replaced as it died, the battery died and stranded me, rear shocks leaking and replaced at 33k miles, wood paneling replaced from bending out of place, lane assist recalibrated.... And the kicker... all those times I complained about the transmission, I had GUNK in the transmission fluid at 33k miles - that needed replaced. Now we are ditching this hunk of junk for something more reliable given we believe the transmission is faulty and irreversibly damage given we've been complaining since we drove the car off the lot. DO NOT WASTE YOU MONEY, we are pissed at the quality of this crap GM product with how much we spent. We filed a complaint with GM and they just wanted to 'assist us with getting it fixed with the dealer.' Thanks, but no thanks. I can schedule taking my car into the dealer for the 20+ time on my own, as I have for the entire 3.5 years we've owned the thing. Worst car I've ever owned - never had this many issues on my other cars combined!
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Used 2008 Cadillac Escalade ESV in Chesapeake, VA Values

Estimated values
2008 Cadillac Escalade ESV 4dr SUV AWD (6.2L 8cyl 6A) with no options
ConditionTrade-InPrivate PartyDealer Retail
Outstanding$8,022$9,966$11,182
Clean$7,557$9,306$10,353
Average$6,782$8,205$8,972
Rough$5,775$6,775$7,176

The average list price of a used 2008 Cadillac Escalade ESV in Chesapeake, Virginia is $83,832. The average mileage on a used Cadillac Escalade ESV 2008 for sale in Chesapeake, Virginia is 58,041. Based on the average mileage of 58,041 for used 2008 Cadillac Escalade ESV for sale in Chesapeake, VA and using an average vehicle condition rating, which means the vehicle may have a few mechanical and/or cosmetic problems and may require a considerable amount of reconditioning, we appraise the average trade-in value of a used Cadillac Escalade ESV 2008 in Chesapeake, Virginia to be $6,782.

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